Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

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Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

(51)

Add to Wishlist

Show all photos

Summary

Experience Details

What You’ll Experience

Where to Meet

Reviews

Location

Florence

Duration

8 hours

Number of Guests

1 - 8 guests

Accessibility

Stroller Accessible

Language

English

Other

Vegetarian, Family-friendly, Private Experience

Digital Ticket

Mobile or paper ticket accepted

Experience a private day trip from Florence to Siena and Chianti. Enjoy the flexibility and comfort with a personal driver, wine tasting, stunning views, and explore artistic Siena.

For each guest that attends this experience, byFood will donate
10 meals

Experience Details

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss with you all the different options of the chosen itinerary, so you will be able to customize your day, to perfectly suit your needs and focus just on the attractions/activities you are interested in. Start your day with a relaxing visit of Greve in Chianti to learn about the country lifestyle, admire the beauties of the Chianti wine road and see postcard views, discover the secrets of the Chianti red wine, taste genuine products, and conclude your experience with a visit of Siena, Tuscany's second most important art city.

What You Get

Private transportation

All Fees and Taxes

Initial briefing with the driver with explanation of the options, to let you build your perfect day.

Guided tour of Siena and entrace fees in Siena (if applicable)

Lunch

Good To Know

Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
Specialized infant seats are available

What You’ll Experience

Greve in Chianti

After having met your driver at your accommodation in Florence, during the 45 minutes drive to reach Greve in Chianti, (the most famous village of the Chianti Classico countryside), he will explain all the details of your day, to be sure the schedule fits your needs. Once in Greve in Chianti, the birthplace of the famous Tuscan explorer Giovanni da Verrazzano, the Tuscan who discovered the New York Harbor, admire the Piazza Matteotti, a gently sloping square which is the hub of life in Greve; visit the many local shops and wine stores, including the famous butcher shop Falorni, or the Enoteca Le Cantine (one of the biggest wine shop in Tuscany)

45 minutesAdmission Ticket Free

Strada Statale 222 Chiantigiana (Pass By)

After the visit of Greve in Chianti depart for a 30 minutes drive through one of the most beautiful wine road in Italy, full of rolling hills, huge vineyards and olive trees, typical of the Chianti Classico area.

Panzano in Chianti (Pass By)

On the way to the winery admire the charming Tuscan hilltop village of Panzano in Chianti, located exactly halfway between Florence and Siena, with the curch of Santa Maria Assunta and the imposing Tower of the Castle.

Fattoria di Montecchio

Your experience at the winery will start with an introduction about the history of the estate, followed by the visit of the old wine cellars with the explanations about the wine making process, and all the secrets to produce the Chianti red wine and the Tuscan olive oil, famous all over the world. After the visit, take a seat and taste different wines (Chianti Classico, Riserva, Super Tuscans, etc.) and the olive oil, one of the most important ingredients of the italian cooking. In case Fattoria Montecchio is not available, you will visit another wine estate in the same area.

1 hourAdmission Ticket Included

San Donato in Poggio (Pass By)

For food lovers, just 5 minutes away from the wineries, there is a family owned restaurant called La Locanda di Pietracupa, where you can taste one of the best and most genuine food of Tuscany, paired with a great selection of local wines. This is just an option in case you like to have a lunch at a restaurant; obviously being lunch at your own expenses, you are free to decide where to go, or skip the restaurant and eat something faster in Siena.

Siena

In Siena your driver will bring you directly in Piazza del Duomo, and will drop you off right in front of the magnificent Cathedral with its bell tower; after the visit of the square, where you can also admire the Santa Maria della Scala museum and the Palazzo Arcivescovile, with an easy 5 minutes walking you will reach one of the most famous squares in Italy, Piazza del Campo, a brick-paved square where the famous Palio horserace (the most important event of Siena) is held, twice a year. Here you can also see the imposing Town Hall with its Mangia Tower, the Cappella di Piazza, the Gaia Fountain, and all the beautiful palaces surrounding the square.

2 hoursAdmission Ticket Free

Florence

Conclude your experience with a relaxing one hour drive back to your accommodation in Florence, after a day full of memories about the real essence of Tuscany

1 hourAdmission Ticket Free

Meeting & Pickup

Pickup Point

Select a pickup point

Pickup Details

Your private driver will pick you up directly at your accommodation, in Florence city center (hotel, apartment, villa, etc.). Please provide all the details for the pick up

Cancellation Policy
Cancel your booking at least 24 hours before the experience start time to receive a full refund.
Read more

Reviews

5.0

based on 51 reviews

(TripAdvisor)

Great fun and informative

May 24, 2026

RAF and Tony were great fun and informative. We were well looked after on the coach and they were always willing to help out with photos etc. one of our more enjoyable trips.

(TripAdvisor)

Wonderful experience with Lorenso and Francesco from Prestige Tours

May 07, 2026

Had a wonderful day with lorenso and Francesco from Prestige Tours. Lorenso was friendly, knowledgeable and veeey thoughtful. Would definitely do another tour with them in future. Highly recommende...read more

(TripAdvisor)

Wonderful Experience, Tasting at Mensanello, Tuscany

April 29, 2026

Alex Cessio was great and the overall experience was wonderful. I went on this trip with my wife, and Alex was very knowledgeable, giving us a tour before the tour in Florence. We ended up at Men...read more

(TripAdvisor)

Great knowledge and safe driving. Excellent wine tasting and scenery. Thanks guys.

April 11, 2026

Daniele and Sergio provide a friendly world class experience! We highly recommend this trip.

(TripAdvisor)

Incredible experience with amazing wine and atmosphere. Leo is the best.

March 21, 2026

Leo was a really wonderful guide! I would go out of my way to get him as a guide again.

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